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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483083Generated: October 30, 2026

Dimethylformamide → 5,6,7,8-Tetrahydro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine dihydrochloride

https://huagongshe.com/reaction/483083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant8-Chloro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine hydrobromideHCID 13578027—
CatalystPalladiumHCID 23938—
SolventTriethylamineHCID 8471—
Product5,6,7,8-Tetrahydro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine dihydrochlorideHCID 20199049—

Reaction Steps

A suspension of 4.5 g. of 8-chloro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine hydrobromide in 190 ml. of dimethylformamide was treated with 3.4 g. of triethylamine and 1 g. of 5% palladium-on-carbon. This mixture was hydrogenated at room temperature at 60 psi for about 75 minutes. The catalyst was removed by filtration and the solvent was removed in vacuo. During the course of solvent removal a precipitate occurred which was removed by filtration. The precipitate was triturated with chloroform and the residue was suspended in methanolic hydrogen chloride. After stirring for a period of time, the methanol was removed by evaporation and the resulting solid was collected with acetone by filtration affording 2.1 g. of the desired title product, M+ =307.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04578387
Source datasetuspto-grants-1986_03
ORD IDord-85b58babf2df4945a1a002652808ef7c
Source noteuspto-grants-1986_03